Green sulfur dye.



JOSEPH FLACI-ISLAENDER AND KARL PAUL GRALERT, OF ELBERFELD, AND MAX BUFF, OF VOHWINKEL, NEAR ELBERFELD, GERMANY, ASSIGNORS T0 FARIBEN- FABRIKEN VORM. FRIEDR. BAYER & 00., OF ELBER-FELD, GERMANY, A CORPORA- TION OF GERMANY.

GREEN SULFUR DYE.

No Drawing.

To all whom it may concern:

Be it known that we, JosnPH FLACHSLAEN- nun, KARL PAUL GRALERT, and MAX Burr, doctors of philosophy, chemists, citizens of the German Empire, residing at, respectively, Elberfeld, Elberfeld, and Vohwinkel, near Elberfeld, Kingdom'of Prussia, Germany, have invented new and useful Improvements in Green Sulfur Dye, of which the following is a specification.

Our invention relates to the manufacture and production of new green copper containing sulfur colors which are obtained by treating with alkali polysulfids and copper or copper compounds the leucoindophenols of the formula:

I 1TH X (in which R means a substituent such as -H, CH O H -O H etc., and X a phenolic radical) or the corresponding indophenols produced by joint oxidation of perimidin compounds (such as perimidin or substituted perimidins) and a para-aminophenol (or its substitution products, such as paraamino-cresol, para-amino-chloro-phenols).

The new dyes contain copper and are after being dried and pulverized dark pow ders soluble in a solution of sodium sulfid generally with a green coloration and scarcely soluble in concentrated sulfuric acid with a bluish coloration. They are distinguished by their fastness to boiling and to light.

Specification of Letters Patent.

Application filed August 19, 1912.

Patented Apr, 1d, 1914. Serial No. 715,946.

In order to illustrate the new process more fully the following example is given, the parts being by weight :35.8 parts of the leuco-indophenol having the following formula:

obtained from monomethyl-perimidin and 2.6-dichloro-t-amino-l-phenol are added to a solution of 40 parts of sulfur and 55 parts of sodium sulfid (60-62 per cent.) and after the addition of 10 parts of CuSO +5aq and 150 parts of alcohol, the mixture is heated to boiling in a vessel provided with a reflux condenser. The melt can be directly dried or subjected to purification. The dyestufi' pecipitated by a current of air contains copper and is after being dried and pulverized a dark powder soluble in a sodium sulfid solution with a yellowish-green coloration. It is scarcely soluble in concentrated sulfuric acid with a bluish-green coloration and is soluble in hot caustic soda lye (30 Be.) with a dark green coloration. It dyes cotton in pure yellowish-green shades fast to light and to washing.

The above mentioned quantities of sodium sulfid and of sulfur as well as the temperature and the duration of the reaction can be varied within wide limits. Similar coppercontaining dyestuffs are obtained by using other of the above mentioned leuco com pounds. The leuco compounds can be re placed by the corresponding indophenols which when treated with alkali sulfid yield the leuco products.

We claim 1. The herein-before described new coppercontaining sulfur dyes bein sulfur-containing derivatives of leucoind ophenols of the formula:

which contains copper and is after being dried and pulverized a dark powder soluble in a sodium sulfid solution with a yellowishgreen coloration and soluble in concentrated sulfuric acid with a bluislrgreen coloration and in hot caustic soda lye (30 B.) with a dark green coloration; dyeing unmordanted cotton in pure yellowish green shades fast to light and to washing, substantially as described.

3. The herein-before described new coppercontaining sulfur dyes being sulfur containing derivatives of indo phenols obtainable Copies of this patent may be obtained for from a perimidin compound having the following general structure:

N be in which R means a substituent, and from a para-aminophenol, these new dyes contain copper and being when dried and pulverized dark powders soluble in an alkali-sulfid solution generally with a green coloration, and dyeing cotton green shades, substantially as described.

at. The herein-before described new coppercontaining sulfur dyes being sulfur contain ing derivatives of the indophenols obtainable from a perimidin compound of the general formula in which R means an organic radical, and from a para-aminophenol, which dyes contain copper and are when dried and pulverized dark powders being soluble in an alkalisulfid solution generally with a green coloration, and dyeing cotton green shades, substantially as described.

5. The herein-before described new coppercontaining sulfur dye being a sulfur containing derivative of the indophenol obtainable from methyl-perimidin having the formula:

O--CH3 and from which new dye contains copper and is when dried and pulverized a black powder, soluble in a sodium-sulfid solution with a green coloration, and dyeing cotton green shades, substantially as described.

In testimony whereof we have hereunto set our hands in the presence of two subscribing witnesses.

JOSEPHFLAGHSLAENDER. [1... 5.]

' KARL PAUL GRKLERT. [L- 8.]

MAX BUFF. [L. s.] Witnesses:

HELEN NUFER, ALBERT NUFER.

five cents each, by addressing the Commissioner of Tatents,

Washington, D. G.

2.6-dichloro-4=-amino-l-phenol, 

